Process of producing fast dyeings on the fiber



Patented Nov. 19, 1929 UNITED STATES PATENT OFFICE THEODOR KIRCHEISEN,OF DESSAU' IN ANHALT, AND JOHANNES GUERTLER, OF

OFFENBACH-ON-THE-MAIN, GERMANY, ASSIGNORS TO GENERAL ANILINE wonxs,

INO., OF NEW YORK, N. Y., A CORPORATION OF DELAWARE PROCESS OF PRODUCINGFAST D YEINGS ON THE No Drawing. Original application filed January 21,1927, Serial No, 162,673, and in Germany January 23, 1926. Divided andthis application filed January 18, 1928. Serial No. 247,745.

A known method of producing fast dye- 'the invention, serve toillustrate in which ings on the fiber consists in impregnating the fiberwith a compound adapted to be coupled and then treating the fiber with asolution of a diazo compound. In cases in which the compound adapted tobe coupled has a certain aflinity for the fiber it is sufiicient merelyto wring out the impregnated fiber and to conduct the coupling withoutpreviously'drying. In producing printed colors, the material ispreviously prepared with a compound adapted to be coupled, such as forexample 2-hydroxynaphthalene, and is printed with a thickeneddiazo-solution; or the material may be printed with a mixture of analkali compound of a 2-hydroxynaphthalene carboxylic acid arylamide anda stable diazo compound, after which the material is steamed or exposedto the air and the dyeing developed by treatment with an acid.

In the known process, difiiculties are associated with thediazotization. By the present invention these difficulties are avoidedand the process is conducted very simply by carrying out the preparationof the diazo compound on the-fiber where it unites directly with thecoupling component. The preliminary preparation of a diazo-solution orthe use of a stable diazo compound is accordingly unnecessary.

In the copending application Serial Number 62,149 filed October 12,1925, there are described preferred procedures for the preparation of adiazo compound on the fiber and its combination with a couplingcomponent presenton the fiber. We do not claim .what is disclosed andclaimed in the mentioned application but only an improvement of saidinvention.

According to the present improvement which is a division of Serial No.162,673 filed January 21, 1927, the invention may be carried out asfollows:

The fiber is treated with a mixture of a compound adapted to be coupledand a nitrite and then, .after drying, with a solution containing a saltof a diazotizable base, preferably with an addition of an organic acid.One of the treatments with chemicals may be executed by printing.

The following examples, without limiting manner the process may becarried out:

Example 1.3 grams of di-acetoacetic acidortho-tolidinide, 3 cc. of,Turkey red oil,

4.5 cc. of sodium hydroxide solution of 34 B. and 2 grams of sodiumnitrite are dissolved in 40 cc. of water. After addition of 40 grams ofneutral starch-tragacanth thickr ening (6:100) the mixture is printed onunprepared goods. After drying there follows at the ordinary temperaturea treatment with a solution of 5 grams of 2-chloro-1-aminobenzenehydrochloride and 20 grams of aluminium sulfate per liter. The goods arewashed and soaped hot. There is obtained a clear yellow.

Ewample 2.There are mixed together solutions of 5 grams of the. sodiumsalt of the acid sulfuric acid ester of leuco-indigo in 20 cc. of waterand 5 grams of di-acetoacetic acid-orthotolidinide, 5 cc. of Turkey redoil,

7.5 cc. of sodium hydroxide solution of 34 B in 20 cc. of water and 4grams of sodium nitrite in 10 cc.-of water; to these solutions 50 gramsof neutral starch-tragacanth thicken- .ing (6:100) are admixed. Theunprepared goods are printed with the mixture, dried and then treatedwith a boiling hot solution containing per liter 0.95 gram of2.5-dichloro- 1-amino-benzene-hydrochloride, 3 cc. of hydrochloric acidof 20 B., 50 grams of sodium chloride and 12.5 grams and aluminiumsoaped hot. ing.

are then dried and introduced into a boiling hot solution containing perliter 0.95 gram of 2.5-dichloro-1-aminobenzene hydrochloride and 15grams of aluminum sulfate. They are then washed and hot soaped. There isobtained a reddish orange dyeing.

Example 3.-1.25 grams of 2-hydroxynaphsulfate. After they are washed thegoods are i There is obtained a green dye-.

Ewample 4.-1 gram of 2-hydroxy-naphof sodium chloride and 5 gramsaluminium sulfate per liter. After they have been rinsed they are soapedhot. There is obtained a Bordeaux tint.

E ample 5.--The goods are saturated with a solution containing per liter5 grams of 2-hydroxynaphthalene-3-carboxylic acid-3'- nitrophenylamide,7.5 cc. of sodium hydroxide solution of 34 B., 10 cc. of Turkey red oil(sodium salt) and 10 grams of sodium nitrite. After drying, the goodsare printed with the mixture of 5 grams 1-methoxy-2-amino-5-nitrobenzene' hydrochloride, grams of lactic acid of 50 per centstrength, 445 grams of water and 500 grams of neutral starch-tragacanththickening. They are then dried, washed, soaped hot, washed first hotand then cold, and finally dried. There is obtained a bluish rose color.

Example 6.The goods are saturated with a solution containing per liter20 grams of diacetoacetic'acid-ortho-tolidinide, 30 cc. of sodiumhydroxide solution of 34 B., 20 grams of Turkey red oil (sodium salt)and 20 grams of sodium nitrite. They are then dried and printed with amixture of 16 grams 2-chlorol-aminobenzene hydrochloride, 50 grams ofglycolic acid, 434 grams of water and 500 grams of neutralstarch-tragacanth thickening. They are then washed, soaped, furtherwashed and dried. There isobtained a clear greenish yellow dyeing.

Example 7.-Th e goods are saturated with a solution containing per liter25 grams of 2- hydroxynaphthalene, made into a paste with 25 grams ofsodium hydroxide solution of 34 B. and 20 grams of Turkey red oil(sodium salt) and dissolved in water, and 30 grams of sodium nitrite.After the goods have been dried the are printed with a mixture of 30grams 0 l-aminonaphthalene hydrochloride, 30 grams of formic acid of 90per cent strength, 440 grams of water and 500 7 grams of neutralstarch-tragacant thickening, and are then washed and soaped. There isobtained a deep Bordeaux tint.

Example 8.-The goods are saturated with a solution containing per liter20 grams of 2-hydroxynaphthalene-3-carbo lic acid phenylamide, 30 cc. ofsodium hy roxide solution of 34 B., 20 cc. of Turkey red oil (sodiumsalt) and 30 grams of sodium nitrite. After they have been dried thegoods are printed with a mixture of 24 grams of 2- amino 1methoxybenzene azo 1 aminonaphthalene (or the corresponding sulfaminoacid), 8 grams of hydrochloric acid of 20 B., 40 grams of acetin, 24grams of formic acid of 90 per cent strength, 80 grams of lactic acid of100 per cent strength, 324 grams of water and 500 grams of neutralstarch tragacanth thickening. They are then dried, washed and soapedhot. There is obtained .a neutral black.

What we claim is:

1. A process for producing fast dyeings on the fiber which consists intreating the fiber with a mixture containing a compound adapted to becoupled and a nitrite, and then, after drying, with a solutioncontaining a salt of a diazotizable base.

2. A process for producing fast dyeings on the fiber which consists intreatingthe fiber with a mixture containing a compound adapted to becoupled and a nitrite, and then, after drying, with a solutioncontaining a salt of a diazotizable base and an or anic acid.

3. A process for producing ast dyeings on the fiber which consists intreating the fiber with a mixture containing a compound adapted to becoupled and a nitrite, and then, after drying, with a solutioncontaining a salt of a diazotizable base, one of the said treatments edto be coupled and a nitrite, and then, after drying, with a solutioncontaining a salt of a diazotizable base and an organic acid, one of thesaid treatments of the fiber with chemicals being executed by printing.

5. A process for producing fast dyeings on the fiber which consists intreating the fiber with a mixture containing a compound adapted to becoupled and a nitrite, and then, after drying, printing on a mixturecontaining a salt of a diazotizable base.

6. A process for producing fast dyeings on the fiber which consists intreating the fiber with a mixture containing a compound adapted to becoupled and a nitrite, and then, after drying, printing on a mixturecontaining a salt of a diazotizable base and an organic acid.

In testimony whereof, we aflix our signatures.

THEODOR KIRCHEISEN. JOHANNES GUERTLER.

CERTIFICATE OF CORRECTION.

Patent No. 1,736,083. Granted November 19, 1929, to

THEODOR KIRCHEISEN ET AL.

It is hereby certified that error appears in the printed specificationof the above numbered patent requiring cnrrection as follows: Page I,Fine 83, for the Word "and" read "of"; and that the said Letters Patentshould be read with this correction therein that the same may conform tothe record at the case in the Patent Office.

Signed and sealed this 24th day of December, A. D. 1929.

M. J. Moore, (Seal) Acting Gommissionet oiPatents.

